Chestertown Guest Houses

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Guest Houses in Chestertown

Island Life! Kent Island Waterfront with Pool-Bring your boat!

Stevensville MD

Located in Stevensville, this guesthouse is on the waterfront, within a 10-minute drive of Paul Reed Smith Guitars and Chesapeake Bay.

Pool

Hot Tub

Second Floor East Standard Deluxe

60 Sandy Cove Road North East MD

Located in North East, Second Floor East Standard Deluxe is a 1-minute drive from Roachs Shore and 9 minutes from Upper Bay Museum.

Pool

Parking included

Top Floor Family Deluxe Bay View

60 Sandy Cove Road North East MD

Located in North East, Top Floor Family Deluxe Bay View is a 1-minute drive from Roachs Shore and 9 minutes from Upper Bay Museum.

Pool

Parking included

Top Floor East Handicap Accessible

60 Sandy Cove Road North East MD

Located in North East, Top Floor East Handicap Accessible is a 1-minute drive from Roachs Shore and 9 minutes from Upper Bay Museum.

Pool

Parking included

Top Floor Standard Suite

60 Sandy Cove Road North East MD

Located in North East, Top Floor Standard Suite is a 1-minute drive from Roachs Shore and 9 minutes from Upper Bay Museum.

Pool

Parking included

The Shallow Creek Shore Shack on the Chesapeake Bay

Sparrows Point MD

When you stay at this guesthouse in Edgemere, you'll be on the waterfront, within a 5-minute drive of Patapsco River and Chesapeake Bay.

Free WiFi

Air conditioning

First Floor Family Deluxe Suite

60 Sandy Cove Road North East MD

Located in North East, First Floor Family Deluxe Suite is a 1-minute drive from Roachs Shore and 9 minutes from Upper Bay Museum.

Pool

Parking included

Second Floor Standard Deluxe Bay View

60 Sandy Cove Road North East MD

Located in North East, Second Floor Standard Deluxe Bay View is a 1-minute drive from Roachs Shore and 9 minutes from Upper Bay Museum.

Pool

Parking included

First Floor Bay View Deluxe Suite

60 Sandy Cove Road North East MD

Located in North East, First Floor Bay View Deluxe Suite is a 1-minute drive from Roachs Shore and 9 minutes from Upper Bay Museum.

Pool

Parking included

Top Floor Family Deluxe

60 Sandy Cove Road North East MD

Located in North East, Top Floor Family Deluxe is a 1-minute drive from Roachs Shore and 9 minutes from Upper Bay Museum.

Pool

Parking included

Second Floor Family Deluxe

60 Sandy Cove Road North East MD

Located in North East, Second Floor Family Deluxe is a 1-minute drive from Roachs Shore and 9 minutes from Upper Bay Museum.

Pool

Parking included

Second Floor Standard Suite Bay View

60 Sandy Cove Road North East MD

Located in North East, Second Floor Standard Suite Bay View is a 1-minute drive from Roachs Shore and 9 minutes from Upper Bay Museum.

Pool

Parking included

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.